Ethers-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 366-99-4, name is 3-Fluoro-4-methoxyaniline, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 366-99-4, 366-99-4

Cyclobutanone (14.0 g, 200 mmol), Acetic acid (1.8 g, 30 mmol), and Sodium triacetoxyborohydride (6.36 g, 30 mmol) were added to a solution of 3-Fluoro-4-methoxyaniline (2.82 g, 20 mmol) in DCM (120 mL) and the mixture was stirred at RT for 12 hr. Water was added to quench the reaction and the mixture was extracted with DCM. The solvent was removed under and the residue was purified by silica gel chromatography to afford N-Cyclobutyl-3-fluoro-4-methoxyaniline (2.4 g, 61percent yield). 1H NMR (300 MHz, CDC13) delta ppm 6.81 (t, J= 9.1 Hz, 1H), 6.40-6.19 (m, 2H), 3.82 (s, 3H), 3.79-3.77 (m, 1H), 3.65 (s, 1H), 2.50-2.30 (m, 2H), 1.80-1.78 (m, 4H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Fluoro-4-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JIANGSU ASCENTAGE BIOMED DEVELOPMENT INC.; CHEN, Jianyong; ZHOU, Yunlong; WANG, Shaomeng; GUO, Ming; YANG, Dajun; JIAO, Lingling; JING, Yu; QIAN, Xu; LIU, Liu; BAI, Longchuan; YANG, Chao-Yie; MCEACHERN, Donna; WO2015/127629; (2015); A1;,
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As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2752-17-2 name is 2,2′-Oxydiethanamine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 2752-17-2

For the synthesis of H2L, salicylic aldehyde (10 mmol, 1.22 g) in EtOH(5 mL) was added dropwise into a 5-mL EtOH solution of 3-oxapentane-1,5-diamine (5 mmol,0.52 g). Then, the solution was stirred for 4 h at 78 C. After cooling to room temperature, the precipitate was filtered. The product was dried in vacuo, and a yellow crystalline solid obtained. Yield: 1.19 g (68.5 %). Calcd. (%) forC18H20O3N2: C, 69.21; H, 6.45; N, 8.97. Found (%): C, 69.09; H, 6.54; N, 8.83.1H NMR (CDCl3 400 MHz) d/ppm: 8.30 (s, 2H, N=C-H), 6.79-7.33 (m, 8H,H-benzene ring), 3.66-3.74 (m, 8H, O-(CH2)2-N=C). UV-Vis (k, nm): 268, 316.FT-IR (KBr m/cm-1): 1,637, m(C=N); 1,286, m(C-O-C); 3,458, m(OH) stretching frequency, respectively.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,2′-Oxydiethanamine, and friends who are interested can also refer to it.

Reference:
Article; Wu, Huilu; Pan, Guolong; Bai, Yuchen; Wang, Hua; Kong, Jin; Shi, Furong; Zhang, Yanhui; Wang, Xiaoli; Research on Chemical Intermediates; vol. 41; 6; (2015); p. 3375 – 3388;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 70627-52-0 as follows. 70627-52-0

General procedure: To a solution of [RhCl(cod)]2(2 mol %) in DMF at room temperature was added imine (1). Then, BF3¡¤Et2O (1.2 equiv) wasadded to the mixture and stirred for 30 min at the same temperature. Subsequently, 5,6-dihydro-2H-pyran-2-one (2, 1.2 equiv)was added to the mixture and then 1.0 MEt2Zn in hexane(3 equiv) was gradually added to the mixture at room temperature, and the mixture was stirred for 24 h. The mixture wasquenched with sat. NH4Cl and extracted with AcOEt. TheAcOEt layer was washed with sat. NaCl and dried over MgSO4.The solvent was removed in vacuo, and the residue was purified by column chromatography to give the corresponding antiazetidin-2-one.

According to the analysis of related databases, 70627-52-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Isoda, Motoyuki; Sato, Kazuyuki; Kunugi, Yurika; Tokonishi, Satsuki; Tarui, Atsushi; Omote, Masaaki; Minami, Hideki; Ando, Akira; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 1608 – 1615;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 701-07-5, name is 2-(2′-Bromophenoxy)propane, This compound has unique chemical properties. The synthetic route is as follows., 701-07-5

EXAMPLE 258A Preparation of 2-iso-propyloxybenzaldehyde The title compound was prepared as in Example 257A but employing 2-iso-propyloxybromobenzene in lieu of 1-bromo-3-isopropoxybenzene. Purification on silica, gel with 10% ether/hexane afforded the title compound (2.3 g, 70%). MS (DCI/NH3) m/z 165 (M+H)+, 182 (M+NH4)+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Abbott Laboratories; US6284796; (2001); B1;,
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20265-97-8, A common heterocyclic compound, 20265-97-8, name is 4-Methoxyaniline hydrochloride, molecular formula is C7H10ClNO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: Three stock solutions were prepared and connected to the flow reactor feed lines for Pumps A-C (see Figure 3 for a pictorial layout). Pump A delivered hydrochloric acid (0.84 M), Pump B a solution of aqueous sodium nitrite (0.98 M) and pump C delivered an aqueous solution of ascorbic acid (0.35 M). In addition a further pump was used to provide the solutions of aniline as their HCl salts dissolved in water (0.35 M). The entire reactor was maintained under positive internal pressure using a 75 psi back pressure regulator at the exit of the reactor. To initiate the reaction each flow channel was pumped at 0.5 mL/min. Progressing through the reactor; Channel A and B were mixed in a Uniqsis mixer chip of 0.27 mL internal volume (16 s residence time) before passing into a 2.75 mL PFA tubular residence coil (165 s residence time). The combined flow was then further united with the aniline solution mixing in a second Uniqsis mixer chip of 2 mL internal volume (80 s residence time). The reacting solution then passed into a 5 mL residence PFA foil coil (150 s residence time, the solution turns pale yellow to orange). The whole initial stage mixing unit was temperature regulated (10 C) using a Polar Bear Plus flow reactor unit. In the second stage reactor the freshly prepared diazonium mixture (combined flow rate 2 mL/min) was united at an Upchurch peek T-mixer with a solution of ascorbic acid delivered from Pump C set at 0.5 mL/min. The flow stream was then progressed into a 52 mL PFA flow coil (20.8 min residence time).The isolation of certain intermediate hydroxamic esters, namely 13-18, could be achieved by immediate extraction of the reactor output with ethyl acetate (5 volumes) and washing the organic phase with sodium hydrogen carbonate (2 M; 2). The organic solution was dried over MgSO4, filtered and concentrated in vacuo to provide a pale yellow solid which was triturated with a 1:1 mixture of hexane and acetone to furnishing the desired product. Alternatively, the output solution was collected and left to stir for 1 h to ensure complete hydrolysis to the corresponding oxamic acid, 1-12, had occurred. The products were isolated by basification of the reaction mixture pH ~9 followed by extraction with EtOAc (3 volumes). The aqueous solution was then acidified to pH ~4 and extracted with EtOAc (3 volumes), the organic phase was dried over MgSO4, the solvent evaporated to yield compounds 1-12. Note: for compounds 1-12 a proton signal sites under the residual DMSO signal.

The synthetic route of 4-Methoxyaniline hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hu, Te; Baxendale, Ian R.; Baumann, Marcus; Molecules; vol. 21; 7; (2016);,
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702-24-9, Adding some certain compound to certain chemical reactions, such as: 702-24-9, name is 4-Methoxy-N-methylbenzylamine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 702-24-9.

To a mixture of 2-[2-[2-(tert-butoxycarbonylamino)ethoxy]ethoxy]ethyl methanesulfonate (1.30 g, 3.97 mmol, synthesized via Step 1 of Intermediate AM) and 1-(4-methoxyphenyl)-N-methyl-methanamine (600 mg, 3.97 mmol) in DMF (15 mL) was added K2CO3 (1.10 g, 7.94 mmol). The reaction mixture was stirred at rt for 16 hours. On completion, the mixture was diluted with water (10 mL) and extracted with DCM (3¡Á20 mL). The organic layers were dried over anhydrous Na2SO4, filtered and the filtrate was concentrated in vacuo to give a residue. The residue was purified by reverse phase chromatography (0.1% NH3.H2O) to give the title compound (670 mg, 44% yield) as a light yellow oil. LC-MS (ESI+) m/z 383.2 (M+H)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 702-24-9.

Reference:
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (2019); A1;,
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The chemical industry reduces the impact on the environment during synthesis 111-95-5, name is Bis(2-methoxyethyl)amine, I believe this compound will play a more active role in future production and life. 111-95-5

Intermediate B: /V,/V-bis(2-Methoxyethyl)hex-5-ynamide.12To a solution of hex-5-ynoic acid (7.1 1 g, 63.4 mmol), EDC.HCI (14.0 g, 72.9 mmol) and DMAP (387 mg, 3.17 mmol) in DCM (600 mL) at 0C was added bis{2- methoxyethyl)amine (9.3 mL, 63 mmol). The resulting mixture was warmed to RT for 20 hr and was then washed with hydrochloric acid (1 M, 2 x 500 mL) and water (500 mL). The organic layer was dried and evaporated in vacuo to afford the title compound, Intermediate B, as a yellow oil (16 g, 97%): 1H NMR (400 MHz, CDCI3) delta: 1 .88 (3H, m), 2.26 (2H, m), 2.49 (2H, m), 3.32 (6H, s), 3.51 (4H, m), 3.55 (4H, m)

The chemical industry reduces the impact on the environment during synthesis 111-95-5. I believe this compound will play a more active role in future production and life.

Reference:
Patent; RESPIVERT LIMITED; KING-UNDERWOOD, John; ITO, Kazuhiro; MURRAY, Peter John; HARDY, George; BROOKFIELD, Frederick Arthur; BROWN, Christopher John; WO2012/52753; (2012); A1;,
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450-88-4, The chemical industry reduces the impact on the environment during synthesis 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, I believe this compound will play a more active role in future production and life.

To a stirred solution of 1 -bromo-4-fluoro-2-methoxybenzene (4.0 g) in DMF (40 mL) was added sodium methanethiolate (2.76 g). The mixture was stirred at room temperature for 30 minutes and at 85 C for 2 h. Water was added and the mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 280 mg of the title compound. 1H-NMR (400MHz, DMSO-d6): delta [ppm] = 2.46 (s, 3H), 3.82 (s, 3H), 6.74 (dd, 1 H), 6.91 (d, 1 H), 7.44 (d, 1 H).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-fluoro-2-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; MAIS, Franz-Josef; WO2014/9219; (2014); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 767-91-9, name is 2′-Methoxyphenyl acetylene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 767-91-9

General procedure: To a mixture of alpha-azidoamide 16aa (34 mg, 0.20 mmol) and phenylacetylene (9a; 24 L,0.20 mmol) in t-BuOH/H2O (2 mL, 1:1) were added 0.5 M CuSO4 (0.020 mL, 0.010 mmol) and 1.0 M sodium ascorbate (0.020 mL, 0.020 mmol). The reaction mixture was stirred at room temperature for 1 day, and then the resulting reaction mixture was filtered. The separated solid was washed with H2O and hexanes, and triturated with hexane/EtOAc (10:1) to give the 1-morpholino-2-(4-phenyl-1H-1,2,3-triazol-1-yl)ethanone (2aaa; 52 mg, 96%) as a white solid

The synthetic route of 767-91-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lee, Doohyun; Kim, Daehun; Lee, Seungyeon; Kim, Taegeum; Kim, Joobin; Kim, Sohee; Liu, Kwang-Hyeon; Lee, Sangkyu; Bae, Jong-Sup; Song, Kyung-Sik; Cho, Chang-Woo; Son, Youn Kyung; Baek, Dong Jae; Lee, Taeho; Molecules; vol. 20; 11; (2015); p. 19984 – 20013;,
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Adding some certain compound to certain chemical reactions, such as: 2752-17-2, name is 2,2′-Oxydiethanamine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2752-17-2. 2752-17-2

Cyanuric chloride (2.05 g, 11 mmol, 2 eq)Was dissolved in acetonitrile (25 mL)Cooled to 0 C, 2,2′-oxybis (ethylamine) (0.56 mL, 5.4 mmol, 1 eq)And NaHCO3 (1.83 g, 22 mmol, 4 eq)Followed by addition of the above solution,0 reaction 2h,The reaction is completed.Vacuum steaming solvent,Dissolved in CH2Cl2,Filter out insoluble matter,The filtrate was dried over anhydrous magnesium sulfate,The solvent is evaporated,To give the compound 2,2′-oxobis (ethylamine) -4,4 ‘, 6,6′-tetrachloro-1,1’, 3,3 ‘, 5,5′-briquine (ECl2).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2,2’-Oxydiethanamine.

Reference:
Patent; University of Science and Technology of China; Ma Mingming; Zhang Ning; Yan Ziqiang; (32 pag.)CN107235925; (2017); A;,
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